House Sitting In Upper East Side Milwaukee

Find a loving dog sitter to watch your dog overnight in your home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Sarah

Taking myself for walks gets boring

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

16 repeat clients

"Sarah did a great job caring for my dog. She took the time to meet her ahead of time and learn about her and understand her needs. She communicated regularly... (more)"

2. Diana

Ready to go, rain or shine!

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Diana has been so helpful with Murphy! I've used her a bunch of times and Murphy just adores her. Diana is really communicative and sweet, she is highly depe... (more)"

3. Yessenia

Home full-time- Years of experience

Riverwest, Milwaukee, WI, 53212

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

2 repeat clients

"Yessina was very reliable, caring , and thoughtful and sent lots of updates and pics and was always expressing how much she loves my dogs. I would definitely... (more)"

4. Lizzi

Dog's Best Friend

Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

11 repeat clients

"Lizzie watched our dogs for two nights. She sent us updates and was great to work with! She is very knowledable and you can tell she has a lot of experience ... (more)"

5. Emily

Will run or snuggle on couch :)

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"So great to have someone keeping my pup happy while we're gone! Great communication! (more)"

6. Hannah

Working part time, love walks

Murray Hill, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Hannah did a great job watching a menagerie while house sitting for me. My two pups loved being able to stay home, snuggle in bed, and go about their usual ... (more)"

7. Ashlyn

I'll exceed your pet's needs

Northpoint, Milwaukee, WI, 53211

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Ashlyn would be a wonderful dog sitter! She has loved dogs and puppies since a very young age, when she used to draw them every chance that she got. She ha... (more)"

8. Andrew

I love dogs and they love me!

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Andrew has lived with and/or taken care of dogs his whole life. I actually get jealous that Andrew always has a better connection with the dog then me - rega... (more)"

Available this weekend
9. Taylor

Dog lover with flexible schedule

Yankee Hill, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Taylor has been walking my adorable golden retriever, Clancy, for 2 years. I was very hesitant to let someone walk my dog for me, but it became a necessity d... (more)"

10. Jake

Love to play with all dogs!

Upper East Side, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Jake has grown up taking care of dogs for our family and for neighbors. He dog sat as a child to warn money and continues to help out friends today. He love... (more)"

Confirmed Christmas Availability
11. Taylor

Full-time Pupper Lover

Juneau Town, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Taylor has had a dog her whole life. She is a responsible young adult who’s love of all animals makes her one of the best caregivers. She has been responsibl... (more)"

12. Jo Ann

I want to connect with your pet!

Riverwest, Milwaukee, WI, 53212

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

6 repeat clients

"JoAnn is a great dog sitter! She stayed overnight with my senior dog, texted lots up updates and photos, and didn't hesitate in asking any questions. She's... (more)"

13. Nicole

Love dogs and dogs love me

Brewer's Hill, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Nicole is one of the most loving, caring people I know. She has cared for my cat since she was a kitten and has always done a wonderful job. Her true passion... (more)"

Confirmed New Years Availability
14. Laura

Lover of all dogs!

Murray Hill, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Laura is one of the best dog sitters I have ever had. She watched my previous dog for years before he passed away, as well as my new puppy. She is very relia... (more)"

15. Dylan

Doggo-Lover in need of Doggos

Brewer's Hill, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Dylan did an awesome job with Lana. She had recently had ACL surgery and was a bit of a handful in terms of care, but Dylan was very attentive to her needs a... (more)"

16. Julia

Dogs are my favorite people.

Murray Hill, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

About: "What a beautiful world it would be if people had hearts like dogs." Hi! My name is Julia, I am 22-years-old and I am currently a student enroll... (more)

Confirmed New Years Availability
17. Lina

Hippest dogs on the East side

Northpoint, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Lina made my 5 year old pup feel right at home. Lina was very flexible and sent us informative updates and photos which reassured us that all was going well... (more)"

18. Brian

I'll exercise and take care of dog

Upper East Side, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Brian has had dogs in his life since he’s been born and it doesn’t surprise me he’s wanting to work with dogs! He trained both of our labs and took them to ... (more)"

Available this weekend
19. Joanna

Snow White & Animals = Me & Dogs!

Riverwest, MILWAUKEE, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Joanna, or Aunt Joey, as we like to call her, is the most amazing dog sitter. I don't even think our 90 lb Native American Indian Dog, Captain, missed us whi... (more)"

Available this weekend
20. Kelsey

Mary Poppin's for Your Dog!

Shorewood, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Kelsey is a lover of all living things. The way she cares for others children is so beautiful. Animals are naturally attracted to Kelsey’s vibrant and bubbly... (more)"

Dog owners in Upper East Side Milwaukee, WI love booking house sitting with sitters on Rover.com. Over 08 pet owners have reviewed house sitters in Upper East Side, Milwaukee, giving them an average rating of 5.0/5 stars. Booking house sitting can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book house sitting with Rover? Check out our average house sitting rates to get an idea before reaching out and starting a conversation with a house sitter near you in Upper East Side Milwaukee.

Rover.com is the simple, savvy way to find and book Upper East Side Milwaukee house sitting. It's easy to find the perfect house sitter: many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Upper East Side Milwaukee, WI on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Upper East Side Milwaukee house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Upper East Side Milwaukee, Milwaukee donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Milwaukee.

We're proud to support over 200 organizations across the nation, including: